17296-47-8

Upstream product

• 95-56-7 2-hydroxybromobenzene 
• 61436-88-2 2-bromo-N-methylbenzamide 
• 1557-49-9 5-methyl-5H-dibenzo[b,e]azepin-6(11H)-one 
• 90-01-7 salicylic alcohol 
• 57056-93-6 N-methyl-2-iodoaniline 

Relevant academic research and scientific papers

A C-to-O atom-swapping reaction sequence enabled by Ni-catalyzed decarbonylation of lactones

Advances in site-selective functionalization reactions have enabled single atom changes on the periphery of a complex molecule, but reaction manifolds that enable such changes on the core framework of the molecule remain sparse. Here, we disclose a strategy for carbon-to-oxygen substitution in cyclic diarylmethanes and diarylketones to yield cyclic diarylethers. Oxygen atom insertion is accomplished by methylene and Baeyer-Villiger oxidations. To remove the carbon atom in this C-to-O atom swap process, we developed a nickel-catalyzed decarbonylation of lactones to yield the corresponding cyclic diaryl ethers. This reaction was enabled by mechanistic studies with stoichiometric nickel(ii) complexes that led to the optimization of a ligand capable of promoting a challenging C(sp2)-O(aryl) reductive elimination. The nickel-catalyzed decarbonylation was applied to 6-8 membered lactones (16 examples, 32-99%). Finally, a C-to-O atom-swapping reaction sequence was accomplished on a natural product and a pharmaceutical precursor.

Ligand-Controlled Chemoselective One-Pot Synthesis of Dibenzothiazepinones and Dibenzoxazepinones via Twice Copper-Catalyzed Cross-Coupling

A highly efficient and generally applicable protocol, starting from 2-bromobenzamides and 2-bromo(thio)phenols via twice copper-catalyzed couplings to afford dibenzothiazepines and dibenzoxazepinones has been developed. High levels of yield and chemoselectivity are achieved in a single-pot reaction by using an appropriate ligand. Moreover, this facile methodology allows rapid access to a variety of bio-active compounds and known psychotropic drug, which should broaden its application in organic synthesis.

Synthesis method of diaryloxazepine ketone compound

The invention relates to a synthesis method of a diaryloxazepine ketone compound. The synthesis method specifically includes the steps that ortho-hydroxy aryl methyl alcohol, ortho-haloaromaticamine, a ruthenium catalyst, copper salt, a phosphine ligand and alkali are taken and added into an organic solvent, heating is conducted, extraction, drying by distillation and recrystallization are conducted after the reaction is over, and the diaryloxazepine ketone product is obtained. The diaryl and ox-azepine ketone compound is synthesized through one step, the method is easy to operate, economical and efficient, the range of a reaction substrate is wide, the yield is high, and application prospects are wide.